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Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi

A series of tetrahydro-ß-carbolines substituted with an alkyl or acyl side chain was synthesized and screened for its antifungal activity against plant pathogenic fungi (Bipolaris oryzae, Curvularia lunata, Fusarium semitectum, and Fusarium fujikuroi). The structure activity relationship revealed th...

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Detalles Bibliográficos
Autores principales: Buaban, Koonchira, Phutdhawong, Weerachai, Taechowisan, Thongchai, Phutdhawong, Waya S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7796172/
https://www.ncbi.nlm.nih.gov/pubmed/33401587
http://dx.doi.org/10.3390/molecules26010207
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author Buaban, Koonchira
Phutdhawong, Weerachai
Taechowisan, Thongchai
Phutdhawong, Waya S.
author_facet Buaban, Koonchira
Phutdhawong, Weerachai
Taechowisan, Thongchai
Phutdhawong, Waya S.
author_sort Buaban, Koonchira
collection PubMed
description A series of tetrahydro-ß-carbolines substituted with an alkyl or acyl side chain was synthesized and screened for its antifungal activity against plant pathogenic fungi (Bipolaris oryzae, Curvularia lunata, Fusarium semitectum, and Fusarium fujikuroi). The structure activity relationship revealed that the substituent at the piperidine nitrogen plays an important role for increasing antifungal activities. In this series, 2-octyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (3g) displayed potent antifungal activities with a minimum inhibitory concentration of 0.1 μg/mL, including good inhibitory activity to the radial growth of fungus at a concentration of 100 μg/mL compared to amphotericin B.
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spelling pubmed-77961722021-01-10 Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi Buaban, Koonchira Phutdhawong, Weerachai Taechowisan, Thongchai Phutdhawong, Waya S. Molecules Article A series of tetrahydro-ß-carbolines substituted with an alkyl or acyl side chain was synthesized and screened for its antifungal activity against plant pathogenic fungi (Bipolaris oryzae, Curvularia lunata, Fusarium semitectum, and Fusarium fujikuroi). The structure activity relationship revealed that the substituent at the piperidine nitrogen plays an important role for increasing antifungal activities. In this series, 2-octyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (3g) displayed potent antifungal activities with a minimum inhibitory concentration of 0.1 μg/mL, including good inhibitory activity to the radial growth of fungus at a concentration of 100 μg/mL compared to amphotericin B. MDPI 2021-01-03 /pmc/articles/PMC7796172/ /pubmed/33401587 http://dx.doi.org/10.3390/molecules26010207 Text en © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Buaban, Koonchira
Phutdhawong, Weerachai
Taechowisan, Thongchai
Phutdhawong, Waya S.
Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi
title Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi
title_full Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi
title_fullStr Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi
title_full_unstemmed Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi
title_short Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi
title_sort synthesis and investigation of tetrahydro-β-carboline derivatives as inhibitors of plant pathogenic fungi
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7796172/
https://www.ncbi.nlm.nih.gov/pubmed/33401587
http://dx.doi.org/10.3390/molecules26010207
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